So now that we understand bonding preferences so well, I want to move to a really related topic called formal charges. And formal charges are just based on the entire idea of bonding preferences. So let's go ahead and just jump right into it. Basically, a formal charge is assigned whenever there's a difference between the number of valence electrons an atom wants to have and the number of valence electrons it actually has. So remember that the group number is how many it wants. The valence electrons, the sticks, and the dots are the amount it actually has. So all you do to calculate formal charge is you take the group number, whatever that is. That could be group 4, group 5, whatever. And then you subtract the valence electrons, which are just the sticks and the dots. It's really simple math. A lot of times you'll just be able to do this on your fingers. Actually, all the time. So you take your group number then you just subtract the sticks and the dots, and you're good. That's called the formal charge. The net charge, let's write that down, the net charge is the term that we give for the sum of all the formal charges. Now this is an important point because I remember when I was in undergrad, I used to get a little confused over like oh, does the formal charge go on the whole thing or is it just one atom? No. The formal charge is 1 atom at a time. You're just looking at each atom and saying, Does this have a formal charge? Does this have a formal charge? The net charge is the collection of all of those summed together. Hopefully, it's not too complicated. There are usually not that many formal charges on a molecule.
- 1. A Review of General Chemistry5h 5m
- Summary23m
- Intro to Organic Chemistry5m
- Atomic Structure16m
- Wave Function9m
- Molecular Orbitals17m
- Sigma and Pi Bonds9m
- Octet Rule12m
- Bonding Preferences12m
- Formal Charges6m
- Skeletal Structure14m
- Lewis Structure20m
- Condensed Structural Formula15m
- Degrees of Unsaturation15m
- Constitutional Isomers14m
- Resonance Structures46m
- Hybridization23m
- Molecular Geometry16m
- Electronegativity22m
- 2. Molecular Representations1h 14m
- 3. Acids and Bases2h 46m
- 4. Alkanes and Cycloalkanes4h 19m
- IUPAC Naming29m
- Alkyl Groups13m
- Naming Cycloalkanes10m
- Naming Bicyclic Compounds10m
- Naming Alkyl Halides7m
- Naming Alkenes3m
- Naming Alcohols8m
- Naming Amines15m
- Cis vs Trans21m
- Conformational Isomers13m
- Newman Projections14m
- Drawing Newman Projections16m
- Barrier To Rotation7m
- Ring Strain8m
- Axial vs Equatorial7m
- Cis vs Trans Conformations4m
- Equatorial Preference14m
- Chair Flip9m
- Calculating Energy Difference Between Chair Conformations17m
- A-Values17m
- Decalin7m
- 5. Chirality3h 39m
- Constitutional Isomers vs. Stereoisomers9m
- Chirality12m
- Test 1:Plane of Symmetry7m
- Test 2:Stereocenter Test17m
- R and S Configuration43m
- Enantiomers vs. Diastereomers13m
- Atropisomers9m
- Meso Compound12m
- Test 3:Disubstituted Cycloalkanes13m
- What is the Relationship Between Isomers?16m
- Fischer Projection10m
- R and S of Fischer Projections7m
- Optical Activity5m
- Enantiomeric Excess20m
- Calculations with Enantiomeric Percentages11m
- Non-Carbon Chiral Centers8m
- 6. Thermodynamics and Kinetics1h 22m
- 7. Substitution Reactions1h 48m
- 8. Elimination Reactions2h 30m
- 9. Alkenes and Alkynes2h 9m
- 10. Addition Reactions3h 18m
- Addition Reaction6m
- Markovnikov5m
- Hydrohalogenation6m
- Acid-Catalyzed Hydration17m
- Oxymercuration15m
- Hydroboration26m
- Hydrogenation6m
- Halogenation6m
- Halohydrin12m
- Carbene12m
- Epoxidation8m
- Epoxide Reactions9m
- Dihydroxylation8m
- Ozonolysis7m
- Ozonolysis Full Mechanism24m
- Oxidative Cleavage3m
- Alkyne Oxidative Cleavage6m
- Alkyne Hydrohalogenation3m
- Alkyne Halogenation2m
- Alkyne Hydration6m
- Alkyne Hydroboration2m
- 11. Radical Reactions1h 58m
- 12. Alcohols, Ethers, Epoxides and Thiols2h 42m
- Alcohol Nomenclature4m
- Naming Ethers6m
- Naming Epoxides18m
- Naming Thiols11m
- Alcohol Synthesis7m
- Leaving Group Conversions - Using HX11m
- Leaving Group Conversions - SOCl2 and PBr313m
- Leaving Group Conversions - Sulfonyl Chlorides7m
- Leaving Group Conversions Summary4m
- Williamson Ether Synthesis3m
- Making Ethers - Alkoxymercuration4m
- Making Ethers - Alcohol Condensation4m
- Making Ethers - Acid-Catalyzed Alkoxylation4m
- Making Ethers - Cumulative Practice10m
- Ether Cleavage8m
- Alcohol Protecting Groups3m
- t-Butyl Ether Protecting Groups5m
- Silyl Ether Protecting Groups10m
- Sharpless Epoxidation9m
- Thiol Reactions6m
- Sulfide Oxidation4m
- 13. Alcohols and Carbonyl Compounds2h 17m
- 14. Synthetic Techniques1h 26m
- 15. Analytical Techniques:IR, NMR, Mass Spect6h 50m
- Purpose of Analytical Techniques5m
- Infrared Spectroscopy16m
- Infrared Spectroscopy Table31m
- IR Spect:Drawing Spectra40m
- IR Spect:Extra Practice26m
- NMR Spectroscopy10m
- 1H NMR:Number of Signals26m
- 1H NMR:Q-Test26m
- 1H NMR:E/Z Diastereoisomerism8m
- H NMR Table21m
- 1H NMR:Spin-Splitting (N + 1) Rule17m
- 1H NMR:Spin-Splitting Simple Tree Diagrams11m
- 1H NMR:Spin-Splitting Complex Tree Diagrams8m
- 1H NMR:Spin-Splitting Patterns8m
- NMR Integration18m
- NMR Practice14m
- Carbon NMR4m
- Structure Determination without Mass Spect47m
- Mass Spectrometry12m
- Mass Spect:Fragmentation28m
- Mass Spect:Isotopes27m
- 16. Conjugated Systems6h 13m
- Conjugation Chemistry13m
- Stability of Conjugated Intermediates4m
- Allylic Halogenation12m
- Reactions at the Allylic Position39m
- Conjugated Hydrohalogenation (1,2 vs 1,4 addition)26m
- Diels-Alder Reaction9m
- Diels-Alder Forming Bridged Products11m
- Diels-Alder Retrosynthesis8m
- Molecular Orbital Theory9m
- Drawing Atomic Orbitals6m
- Drawing Molecular Orbitals17m
- HOMO LUMO4m
- Orbital Diagram:3-atoms- Allylic Ions13m
- Orbital Diagram:4-atoms- 1,3-butadiene11m
- Orbital Diagram:5-atoms- Allylic Ions10m
- Orbital Diagram:6-atoms- 1,3,5-hexatriene13m
- Orbital Diagram:Excited States4m
- Pericyclic Reaction10m
- Thermal Cycloaddition Reactions26m
- Photochemical Cycloaddition Reactions26m
- Thermal Electrocyclic Reactions14m
- Photochemical Electrocyclic Reactions10m
- Cumulative Electrocyclic Problems25m
- Sigmatropic Rearrangement17m
- Cope Rearrangement9m
- Claisen Rearrangement15m
- 17. Ultraviolet Spectroscopy51m
- 18. Aromaticity2h 31m
- 19. Reactions of Aromatics: EAS and Beyond5h 1m
- Electrophilic Aromatic Substitution9m
- Benzene Reactions11m
- EAS:Halogenation Mechanism6m
- EAS:Nitration Mechanism9m
- EAS:Friedel-Crafts Alkylation Mechanism6m
- EAS:Friedel-Crafts Acylation Mechanism5m
- EAS:Any Carbocation Mechanism7m
- Electron Withdrawing Groups22m
- EAS:Ortho vs. Para Positions4m
- Acylation of Aniline9m
- Limitations of Friedel-Crafts Alkyation19m
- Advantages of Friedel-Crafts Acylation6m
- Blocking Groups - Sulfonic Acid12m
- EAS:Synergistic and Competitive Groups13m
- Side-Chain Halogenation6m
- Side-Chain Oxidation4m
- Reactions at Benzylic Positions31m
- Birch Reduction10m
- EAS:Sequence Groups4m
- EAS:Retrosynthesis29m
- Diazo Replacement Reactions6m
- Diazo Sequence Groups5m
- Diazo Retrosynthesis13m
- Nucleophilic Aromatic Substitution28m
- Benzyne16m
- 20. Phenols55m
- 21. Aldehydes and Ketones: Nucleophilic Addition4h 56m
- Naming Aldehydes8m
- Naming Ketones7m
- Oxidizing and Reducing Agents9m
- Oxidation of Alcohols28m
- Ozonolysis7m
- DIBAL5m
- Alkyne Hydration9m
- Nucleophilic Addition8m
- Cyanohydrin11m
- Organometallics on Ketones19m
- Overview of Nucleophilic Addition of Solvents13m
- Hydrates6m
- Hemiacetal9m
- Acetal12m
- Acetal Protecting Group16m
- Thioacetal6m
- Imine vs Enamine15m
- Addition of Amine Derivatives5m
- Wolff Kishner Reduction7m
- Baeyer-Villiger Oxidation39m
- Acid Chloride to Ketone7m
- Nitrile to Ketone9m
- Wittig Reaction18m
- Ketone and Aldehyde Synthesis Reactions14m
- 22. Carboxylic Acid Derivatives: NAS2h 51m
- Carboxylic Acid Derivatives7m
- Naming Carboxylic Acids9m
- Diacid Nomenclature6m
- Naming Esters5m
- Naming Nitriles3m
- Acid Chloride Nomenclature5m
- Naming Anhydrides7m
- Naming Amides5m
- Nucleophilic Acyl Substitution18m
- Carboxylic Acid to Acid Chloride6m
- Fischer Esterification5m
- Acid-Catalyzed Ester Hydrolysis4m
- Saponification3m
- Transesterification5m
- Lactones, Lactams and Cyclization Reactions10m
- Carboxylation5m
- Decarboxylation Mechanism14m
- Review of Nitriles46m
- 23. The Chemistry of Thioesters, Phophate Ester and Phosphate Anhydrides1h 10m
- 24. Enolate Chemistry: Reactions at the Alpha-Carbon1h 53m
- Tautomerization9m
- Tautomers of Dicarbonyl Compounds6m
- Enolate4m
- Acid-Catalyzed Alpha-Halogentation4m
- Base-Catalyzed Alpha-Halogentation3m
- Haloform Reaction8m
- Hell-Volhard-Zelinski Reaction3m
- Overview of Alpha-Alkylations and Acylations5m
- Enolate Alkylation and Acylation12m
- Enamine Alkylation and Acylation16m
- Beta-Dicarbonyl Synthesis Pathway7m
- Acetoacetic Ester Synthesis13m
- Malonic Ester Synthesis15m
- 25. Condensation Chemistry2h 9m
- 26. Amines1h 43m
- 27. Heterocycles2h 0m
- Nomenclature of Heterocycles15m
- Acid-Base Properties of Nitrogen Heterocycles10m
- Reactions of Pyrrole, Furan, and Thiophene13m
- Directing Effects in Substituted Pyrroles, Furans, and Thiophenes16m
- Addition Reactions of Furan8m
- EAS Reactions of Pyridine17m
- SNAr Reactions of Pyridine18m
- Side-Chain Reactions of Substituted Pyridines20m
- 28. Carbohydrates5h 53m
- Monosaccharide20m
- Monosaccharides - D and L Isomerism9m
- Monosaccharides - Drawing Fischer Projections18m
- Monosaccharides - Common Structures6m
- Monosaccharides - Forming Cyclic Hemiacetals12m
- Monosaccharides - Cyclization18m
- Monosaccharides - Haworth Projections13m
- Mutarotation11m
- Epimerization9m
- Monosaccharides - Aldose-Ketose Rearrangement8m
- Monosaccharides - Alkylation10m
- Monosaccharides - Acylation7m
- Glycoside6m
- Monosaccharides - N-Glycosides18m
- Monosaccharides - Reduction (Alditols)12m
- Monosaccharides - Weak Oxidation (Aldonic Acid)7m
- Reducing Sugars23m
- Monosaccharides - Strong Oxidation (Aldaric Acid)11m
- Monosaccharides - Oxidative Cleavage27m
- Monosaccharides - Osazones10m
- Monosaccharides - Kiliani-Fischer23m
- Monosaccharides - Wohl Degradation12m
- Monosaccharides - Ruff Degradation12m
- Disaccharide30m
- Polysaccharide11m
- 29. Amino Acids3h 20m
- Proteins and Amino Acids19m
- L and D Amino Acids14m
- Polar Amino Acids14m
- Amino Acid Chart18m
- Acid-Base Properties of Amino Acids33m
- Isoelectric Point14m
- Amino Acid Synthesis: HVZ Method12m
- Synthesis of Amino Acids: Acetamidomalonic Ester Synthesis16m
- Synthesis of Amino Acids: N-Phthalimidomalonic Ester Synthesis13m
- Synthesis of Amino Acids: Strecker Synthesis13m
- Reactions of Amino Acids: Esterification7m
- Reactions of Amino Acids: Acylation3m
- Reactions of Amino Acids: Hydrogenolysis6m
- Reactions of Amino Acids: Ninhydrin Test11m
- 30. Peptides and Proteins2h 42m
- Peptides12m
- Primary Protein Structure4m
- Secondary Protein Structure17m
- Tertiary Protein Structure11m
- Disulfide Bonds17m
- Quaternary Protein Structure10m
- Summary of Protein Structure7m
- Intro to Peptide Sequencing2m
- Peptide Sequencing: Partial Hydrolysis25m
- Peptide Sequencing: Partial Hydrolysis with Cyanogen Bromide7m
- Peptide Sequencing: Edman Degradation28m
- Merrifield Solid-Phase Peptide Synthesis18m
- 32. Lipids 2h 50m
- 34. Nucleic Acids1h 32m
- 35. Transition Metals5h 33m
- Electron Configuration of Elements45m
- Coordination Complexes20m
- Ligands24m
- Electron Counting10m
- The 18 and 16 Electron Rule13m
- Cross-Coupling General Reactions40m
- Heck Reaction40m
- Stille Reaction13m
- Suzuki Reaction25m
- Sonogashira Coupling Reaction17m
- Fukuyama Coupling Reaction15m
- Kumada Coupling Reaction13m
- Negishi Coupling Reaction16m
- Buchwald-Hartwig Amination Reaction19m
- Eglinton Reaction17m
Formal Charges - Online Tutor, Practice Problems & Exam Prep
Formal charges are calculated by subtracting the number of valence electrons (sticks and dots) from the group number of an atom. The equation is: FCi=G-(S+D), where FC is formal charge, G is group number, S is sticks, and D is dots. The net charge is the sum of all formal charges in a molecule. Understanding these concepts helps in determining the stability and reactivity of molecules, ensuring they meet bonding preferences.
We use our knowledge of valance electrons to determine what he formal charge of the molecule will be.
Formal and Net Charge
Calculating formal and net charge.
Video transcript
Easiest formal charge formula you will find anywhere on the internet:
The Net Charge is the sum of all the formal charges on a molecule.
Calculate the formal charge of the following molecule:
Calculate the formal charges of ALL atoms.
Video transcript
Let's go ahead and do this example where I want to look at each atom and I want to count the formal charges for all of them. What that means is I'm going to be looking at group numbers and I'm going to be looking at sticks and dots. So let's start off with the hydrogens. Even though we already know that this fits the bonding preference. Remember that bonding preferences say that hydrogen wants to have what? One stick. One bond. But let's just do it anyway. Hydrogen is in what group? 1. How many sticks does it have? 1. How many dots does it have? 0. So it's going to be 1 according to my equation. My equation says that formal charge equals group number, which is 1, minus sticks and dots, which is 1. So it's 0. So this has a 0 formal charge. Do you see that? But it also fits with my bonding preference. So as long as your bonding preference agrees with what you see, that's going to be 0.
Let's do this with this oxygen right here. So first of all, does this oxygen fit my bonding preference according to bonding preferences? Yes, it does. It already fits it, so I could already put a 0 here. But now I want to show you mathematically how it works out too. So we said that the formal charge equals the group number. What's the group number of oxygen? It's 6 minus the number of sticks and dots. So how many is that altogether? That's 6. So then I would get a formal charge of 0. See how easy that is?
So now we would do that for carbon, but is carbon fulfilling its bonding preference? It already is. So I can just put a 0 there. Then finally, there was a typo, just so you know. So notice that in your page, the oxygen did not have those lone pairs. Go ahead and just write those in. That just didn't copy. So basically, for this one, the oxygen has 6 electrons total. It wants 6 electrons. I'm sorry. And it has 6 electrons total. In terms of the valence, six sticks and dots, so this would also be 0. This is another way that you can fulfill your bonding preference by having a double bond and having 2 lone pairs. It still counts as 2 bonds and 2 lone pairs. So I hope that you guys see how if it fits its bonding preference, you don't need to calculate. But calculating is always just safe to do.
Calculate the net charge of the molecule
Calculate the total charge of the molecule
Hell yeah! That’s literally all there is to know. Don’t let any professors complicate it more for you.
Do you want more practice?
More setsHere’s what students ask on this topic:
What is the formula for calculating formal charge?
The formula for calculating formal charge (FC) is:
Where:
- is the group number of the atom.
- represents the number of sticks (bonds).
- represents the number of dots (lone pair electrons).
This formula helps determine the formal charge by comparing the number of valence electrons an atom wants to have (group number) with the number it actually has (sticks and dots).
How do you determine the formal charge of an atom in a molecule?
To determine the formal charge of an atom in a molecule, follow these steps:
- Identify the group number of the atom (this is the number of valence electrons the atom wants).
- Count the number of bonds (sticks) the atom has.
- Count the number of lone pair electrons (dots) the atom has.
- Use the formula:
For example, for an oxygen atom in a molecule with 2 bonds and 2 lone pairs, the formal charge would be:
What is the significance of formal charge in determining molecular stability?
Formal charge is significant in determining molecular stability because it helps identify the most stable structure of a molecule. Atoms in a molecule prefer to have formal charges as close to zero as possible. Structures with formal charges that are minimized and evenly distributed are generally more stable. Additionally, formal charges can indicate the likelihood of a molecule's reactivity and its ability to participate in chemical reactions. By ensuring that the formal charges align with the bonding preferences of the atoms, chemists can predict and explain the behavior of molecules in various chemical contexts.
How do you calculate the net charge of a molecule?
The net charge of a molecule is calculated by summing the formal charges of all the atoms in the molecule. The formula is:
Where:
- is the sum of the formal charges of all atoms in the molecule.
For example, if a molecule has three atoms with formal charges of +1, -1, and 0, the net charge would be:
Why is it important to check bonding preferences when calculating formal charges?
It is important to check bonding preferences when calculating formal charges because bonding preferences provide a quick way to verify if an atom is likely to have a formal charge of zero. Atoms tend to form bonds in a way that satisfies their bonding preferences, which are based on achieving a stable electron configuration. By checking bonding preferences, you can often predict the formal charge without detailed calculations. However, performing the calculation ensures accuracy and helps identify any deviations from expected bonding patterns, which can be crucial for understanding the molecule's stability and reactivity.
Your Organic Chemistry tutors
- An atom with a formal charge does not necessarily have more or less electron density than the atoms in the mol...
- An atom with a formal charge does not necessarily have more or less electron density than the atoms in the mol...
- LOOKING AHEAD In Chapter 3, we describe how the formal charge on an atom can be used to predict the number of ...
- (••) By moving an electron pair, draw a better Lewis structure that minimizes formal charges. (b)
- (••) By moving an electron pair, draw a better Lewis structure that minimizes formal charges. (a)
- Draw the Lewis structure for the following ions. Be sure to calculate the formal charge of each atom to confir...
- Calculate the formal charge of the indicated atom in the following molecules or ions. (f)
- Calculate the formal charge of the indicated atom in the following molecules or ions. (e)
- Draw the Lewis structure for the following molecules. Be sure to calculate the formal charge of each atom as a...
- Draw the Lewis structure for the following molecules. Be sure to calculate the formal charge of each atom as a...
- Calculate the formal charge of the indicated atom in the following molecules or ions. (d)
- Draw the Lewis structure for the following ions. Be sure to calculate the formal charge of each atom to confir...
- Draw the Lewis structure for the following ions. Be sure to calculate the formal charge of each atom to confir...
- (a) Calculate the formal charge of the indicated atoms in the ions shown.
- Calculate the formal charge on the non-hydrogen atoms in the molecules shown. Use the arrow-pushing formalism ...
- LOOKING AHEAD In Chapter 3, we describe how the formal charge on an atom can be used to predict the number of ...
- Based on the formal charge, determine how many lone pairs are on each indicated atom. (a)
- Give each atom the appropriate formal charge:a. <IMAGE>b. <IMAGE>
- Draw the missing lone-pair electrons and assign the missing formal charges for the following:c. <IMAGE>d...
- Give each atom the appropriate formal charge:c. <IMAGE>d. <IMAGE>
- Draw the missing lone-pair electrons and assign the missing formal charges for the following:a. <IMAGE>b...
- For each of the following compounds and ions, 1. Draw a Lewis structure. 2. Show the kinds of orbitals that ov...
- For each of the following structures, Draw a Lewis structure; fill in any nonbonding electrons. Calculate the ...
- Draw the Lewis structure for each of the following: d. +C2H5
- A. Draw a Lewis structure for each of the following: 1. CH3N2+ B. Draw a structure for each of the species t...
- Draw the Lewis structure for each of the following: e. CH3NH3+
- (••) Draw the Lewis structure for the following molecular formulas.(u) NH⁺₄
- Draw a Lewis structure for each of the following:b. CO32−